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Chemical Structure| 817177-66-5 Chemical Structure| 817177-66-5

Structure of 817177-66-5

Chemical Structure| 817177-66-5

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Product Details of [ 817177-66-5 ]

CAS No. :817177-66-5
Formula : C3H7N5O3
M.W : 161.12
SMILES Code : C[N+]1=CN(N)C=N1.[O-][N+]([O-])=O
MDL No. :MFCD28053750
InChI Key :MJVRCMNTQOWYAH-UHFFFAOYSA-N
Pubchem ID :68409197

Safety of [ 817177-66-5 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H272-H315-H319
Precautionary Statements:P210-P220-P221-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P501
Class:5.1
UN#:3139
Packing Group:

Computational Chemistry of [ 817177-66-5 ] Show Less

Physicochemical Properties

Num. heavy atoms 11
Num. arom. heavy atoms 5
Fraction Csp3 0.33
Num. rotatable bonds 0
Num. H-bond acceptors 4.0
Num. H-bond donors 1.0
Molar Refractivity 38.49
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

116.6 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

-2.97
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

-1.5
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

-1.81
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

-2.05
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-1.36
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

-1.94

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-0.23
Solubility 94.8 mg/ml ; 0.588 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-0.44
Solubility 58.1 mg/ml ; 0.36 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

0.84
Solubility 1110.0 mg/ml ; 6.87 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

No
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-8.35 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

2.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

3.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

2.32

Application In Synthesis of [ 817177-66-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 817177-66-5 ]

[ 817177-66-5 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 39602-93-2 ]
  • [ 817177-66-5 ]
YieldReaction ConditionsOperation in experiment
With silver nitrate; In methanol; acetonitrile; To a preweighed Erlenmeyer flask, 1.1726 grams, 5.18 mmoles of 1-methyl-4-amino-1,2,4-triazolium iodide was dissolved in twenty mL of fresh methanol and stirred vigorously with a Teflon stir bar. Silver nitrate, 0.8805 grams, 5.18 mmoles, was dissolved with 15 ml of methanol along with 3 ml of acetonitrile in a separate flask. The silver nitrate solution was added slowly to the vigorously stirred solution containing the 1-methyl-4-amino-1,2,4-triazolium iodide. After the addition of the silver nitrate solution was completed the reaction mixture was allowed to stir for 45 minutes more, then was filtered through a celite plug into a preweighed flask. The celite plug was washed with three five ml aliquots of fresh methanol. The filtrate flask was evacuated to leave a viscous oil which was then redissolved in 15 ml of fresh methanol and layered with 15 ml of diethyl ether, and subsequently placed in a refrigerator at 4° C. After 24 hours the filtrate solution was decanted away from the precipitated viscous oil, which was washed with three 10 ml aliquots of fresh diethyl ether and vacuum dried to a constant weight, 0.7936 g, 4.92 mmoles of 1-methyl-4-amino-1,2,4-triazolium nitrate. Melting point 54-56° C.; DSC onset 200° C.1H NMR (d6-dmso): 4.051 (singlet); 6.991 (broad singlet); 9.079 (singlet); 10.116 (singlet).13C NMR (d6-dmso): 39.208 (singlet); 143.584 (singlet); 145.615 (singlet).
  • 2
  • [ 817177-66-5 ]
  • [ 74-90-8 ]
  • [ 124-38-9 ]
  • [ 7732-18-5 ]
  • [ 7697-37-2 ]
  • [ 10024-97-2 ]
  • 3
  • [ 817177-66-5 ]
  • [ 6086-21-1 ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 817177-66-5 ]

Amines

Chemical Structure| 39602-93-2

A106213 [39602-93-2]

4-Amino-1-methyl-4H-1,2,4-triazol-1-ium iodide

Similarity: 0.82

Chemical Structure| 584-13-4

A114038 [584-13-4]

4H-1,2,4-Triazol-4-amine

Similarity: 0.61

Hydrazines

Chemical Structure| 39602-93-2

A106213 [39602-93-2]

4-Amino-1-methyl-4H-1,2,4-triazol-1-ium iodide

Similarity: 0.82

Chemical Structure| 584-13-4

A114038 [584-13-4]

4H-1,2,4-Triazol-4-amine

Similarity: 0.61

Related Parent Nucleus of
[ 817177-66-5 ]

Triazoles

Chemical Structure| 39602-93-2

A106213 [39602-93-2]

4-Amino-1-methyl-4H-1,2,4-triazol-1-ium iodide

Similarity: 0.82

Chemical Structure| 584-13-4

A114038 [584-13-4]

4H-1,2,4-Triazol-4-amine

Similarity: 0.61

Chemical Structure| 6086-21-1

A106966 [6086-21-1]

1-Methyl-1,2,4-triazole

Similarity: 0.51